RareNonstop · 5h
CHI to SJUPuerto Rico
San Juan
$162
usually $340
−52%
Most monthly lows $287–$340. Cheaper than every other month on record (3).
Flights · CHI → HKT
Chicago to Phuket
Best fare, round trip
$929
Too little price history on this route to compare — the fare is shown as found.
Found
- Depart
- Thu 14 Jan
- Return
- Sat 30 Jan
- Stay
- 16 nights
- Flight
- 1 stop · 20h
- Airline
Cathay Pacific
Cached fare — the booking search re-prices live before you pay.
ThailandPhuketThailand’s busiest beach island — crowded where the road goes, empty where the boat does.Best windowNov–MarAirportsPhuket (HKT)Every route into PhuketFare seasonality
When this route gets cheap.
The cheapest itinerary we are tracking makes one stop and takes about 20 hours outbound, on a 16-night trip — ticketed under Cathay Pacific, which on a connecting fare need not operate every leg. At $929 for 14,441 km each way, that works out to about $32 per 1,000 km flown. That is below the $42 per 1,000 km typical of ultra-long-haul fares here. Across the 13 departure cities we track at a similar distance from Phuket, this fare ranks 4th — 30% above the $715 from Los Angeles. That puts it in the cheaper half of the 27 routes of similar length we watch out of Chicago, where the middle fare is $974. We have 2 months of cached prices for this route so far — not enough to call a fare cheap or expensive, so we publish the price without a percentage. Fare history here is still too short to name a cheap season. The best time to be in Phuket: Nov–Mar.
Day-level prices for the next 4 months
Press a day to compare its fares
The median cached fare across this calendar is 129% higher than when tracking began on 8 Aug — $972 then versus $2,230 now, across 19 recorded snapshots. This is a calendar-level trend, so an individual deal above can be lower. The lowest single day we have seen here is $792, on 21 Sep.
Cached day-level data for this route is sparse — 11 of 107 days priced, from 41 tracked fares. The days below are shown as found, with no cheapest-day or below-median call.
October 2026
171819202122232425262728293031
November 2026
123456789101112131415161718192021222324252627282930
December 2026
12345678Wednesday 9 December: $1.8k. Compare fares from this day.10111213Monday 14 December: $1.7k. Compare fares from this day.Tuesday 15 December: $2.1k. Compare fares from this day.Wednesday 16 December: $2.2k. Compare fares from this day.Thursday 17 December: $2.8k. Compare fares from this day.Friday 18 December: $2.7k. Compare fares from this day.Saturday 19 December: $2.3k. Compare fares from this day.Sunday 20 December: $2.2k. Compare fares from this day.Monday 21 December: $2.3k. Compare fares from this day.22Wednesday 23 December: $2.3k. Compare fares from this day.2425262728293031
January 2027
12345678910111213Thursday 14 January: $929. Compare fares from this day.1516171819202122232425262728293031
Cached fares · checked 17 Oct 2026
We are still collecting this route's months — 2 months of cached prices so far, too few to chart.
Route facts
- Airports
- O’Hare (ORD) · Midway (MDW) ↔ Phuket (HKT)
- Flight time
- ≈20 hours outbound
- Distance
- ≈14,441 km each way
- Airlines on the board
- Cathay Pacific
- Itineraries
- Connections on current fares
- Best months to visit
- Nov–Mar
Good to know
CHI → HKT, answered.
How far in advance should I book CHI → Phuket?
We do not publish a number for this, because we cannot measure it yet. Answering it honestly means watching the same departure date on this route over many weeks as it approaches, and that archive is still filling up — so any "book N days ahead" figure here would be borrowed from somewhere else rather than measured. Our guide Why flight prices change covers the levers we can measure.
Are there nonstop flights from Chicago to Phuket?
The current cheapest fares involve a connection, ticketed under Cathay Pacific. We hold no nonstop fare on this route right now, which does not mean none flies — search your exact dates to see what does.
Are these prices guaranteed?
No — these are cached fares found on real searches (this one on 17 October). Airlines reprice constantly, so the booking search re-checks the live price before you pay. Fresher finds are far more likely to still be available.
Next step
Sleeping in Phuket?
Lock the flight first — then compare stays for 14–30 Jan '27 · 16 nights.
Browse hotelsMissed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → HKT drop reaches you as soon as we find it.
Follow this route’s feedKeep browsing
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